Cycling holiday villas and apartments Isle of Wight | Holiday Lettings

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Isle of Wight

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364 Holiday homes

Filters applied: Cycling holidays

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £45 / night

£307 - £665 / week

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Responds fast!
avg. 1 hour 21 minutes

from £45 / night

(14) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Perfect holiday cottage for a young family in ideal location for exploring the Isle of Wight.” We've just returned from our holiday staying at "The Lobster Pot" with our two young girls (2 and 4 years old) and had such a fantastic holiday. The holiday
…see more

from £85 / night

£595 - £999 / week

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from £85 / night

(6) Very Good 

Certificate of Excellence

10

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Cosy but spacious enough for six” Very comfortable 2-night stay. Caravan is modern and smart with good facilities. It's on the inland side of Hillway Road, so it's a good 10-minute walk to the beach and 5 minutes to the main site facilities (clubhouse
…see more

Certificate of Excellence

from £40 / night

£280 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from £40 / night

(7) Very Good 

23

Holiday chalet in Niton Undercliff

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
…see more

from £45 / night

£280 - £415 / week

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Responds fast!
avg. 3 hours 50 minutes

from £45 / night

(1) Excellent 

11

Caravan/mobile home rental in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Excellent” Lovely caravan, on a great site, close to all amenities and a nice beach is accessible from the site.
…see more

from £50 / night

£700 - £800 / week

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Responds fast!
avg. 2 hours 31 minutes

from £50 / night

(16) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

from £300 / night

£1500 - £2850 / week

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Responds fast!
avg. 2 hours 27 minutes

from £300 / night

(6) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £75 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £93 / night

£650 - £780 / week

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from £93 / night

(9) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Lovely, cosy and comfortable” We had a wonderful stay at the bungalow, it was cosy and comfortable. It was in a lovely spot and it would be lovely to stay again. I would defiantly recommend it.
…see more

from £45 / night

£300 - £575 / week

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Responds fast!
avg. 1 hour 49 minutes

from £45 / night

(6) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden

from £50 / night

£325 - £2080 / week

Book View

from £50 / night

(14) Excellent 

Certificate of Excellence

15

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Great Location” Location was perfect , from initial proximity to the ferry a few minutes around the corner, to the view from the the balcony ( where we spent most of the time in the property!) particularly when the tide is in, and a very short drive t
…see more

Certificate of Excellence

from £70 / night

£495 - £995 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £70 / night

(47) Very Good 

21

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Cosy , well equipped cottage overlooking the Solent.” Lovely well equipped cottage. Very comfortable beds. Great view across the solent. Nice grassy area out front for kids to play on, and to watch rabbits running around. This is a great location wi
…see more

from £75 / night

£395 - £1245 / week

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Responds fast!
avg. 1 hour 8 minutes

from £75 / night

(6) Excellent 

Certificate of Excellence

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £65 / night

£240 - £631 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £65 / night

(29) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £50 / night

£360 - £630 / week

Book View

from £50 / night

(15) Very Good 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £80 / night

£500 - £1525 / week

Book View

Responds fast!
avg. 1 hour 21 minutes

from £80 / night

(2) Excellent 

13

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden

from £110 / night

£475 - £1800 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £110 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £175 / night

£825 - £1975 / week

Book View

from £175 / night

(1) Very Good 

10

Holiday bungalow in Brading

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £47 / night

£330 - £575 / week

Enquire View

from £47 / night

(3) Very Good 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.
…see more

from £199 / night

£995 - £1995 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £199 / night

19

Holiday cottage in Brading

Isle of Wight / Brading

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £163 / night

£525 - £1050 / week

Enquire View

from £163 / night

(13) Excellent 

18

Sandown holiday apartment rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £70 / night

£350 - £850 / week

Book View

Responds fast!
avg. 43 minutes

from £70 / night

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca
…see more

from £100 / night

£370 - £1850 / week

Book View

Responds fast!
avg. 3 hours 44 minutes

from £100 / night

(7) Very Good 

Certificate of Excellence

22

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Amazing destination and accommodation - why would you go anywhere else?” I really don't want to tell everyone just how perfect this van is, or how breathtakingly beautiful the area is. I don't want to let on how amazing it feels to wander straight o
…see more

Certificate of Excellence

from £50 / night

£300 - £550 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £50 / night

(12) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen
…see more

from £110 / night

£590 - £1600 / week

Book View

from £110 / night

(16) Excellent 

Certificate of Excellence

27

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have
…see more

Certificate of Excellence

from £95 / night

£650 - £915 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £95 / night

(12) Excellent 

15

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Mr” This was everything promised and more a lovely holiday and great value for money clean and a nice location the road on the way in was a little bumpy but that is just being picky lots of piece and quite with a lovely view
…see more

from £33 / night

£233 - £570 / week

Book View

Responds fast!
avg. 1 hour 57 minutes

from £33 / night

(24) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Excellent Holiday home” We stayed here for 7 days and we can't speak highly enough about the accomodation. We have two young children and we also took my Dad who is 76. It catered for all of our needs and was very child proof so don't worry about ha
…see more

from £65 / night

£450 - £950 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £65 / night

(20) Excellent 

Certificate of Excellence

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very comfortable relaxing holiday” Enjoyed our stay in this very clean comfortable cottage very convenient for shops,restuarents & exploring the island..we didn't take our car & found it easy to get around from here. The furnishings are very nice & al
…see more

Certificate of Excellence

from £58 / night

£300 - £800 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £58 / night

(20) Very Good 

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Walks” WE had a great time. Chalet was clean and comfortably. Walking distance to sandown beaches and town.15 min by to car to Ryde.
…see more

from £38 / night

£225 - £470 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £38 / night

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £50 / night

£300 - £450 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £50 / night

(11) Very Good 

Certificate of Excellence

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

Certificate of Excellence

from £90 / night

£340 - £840 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £90 / night

(31) Excellent 

Certificate of Excellence

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Bella cottage Newport isle of wight” Situated on the edge of Newport a short walk into the town. Lovely secluded garden and off street parking. 2 double bedrooms one en suite and a single. Nice sized family kitchen.
…see more

Certificate of Excellence

from £80 / night

£630 - £1120 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £80 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £110 / night

£575 - £2900 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £110 / night

23

Bembridge holiday bungalow rental

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £200 / night

£500 - £825 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £200 / night

(33) Excellent 

Certificate of Excellence

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely place fab location” We really enjoyed our stay here- we hadn't realised how close to the sea it was and how accessible everything is. The cottage is lovely, lots of information and a good selection of books which the kids loved. Thank you!
…see more

Certificate of Excellence

from £55 / night

£360 - £1100 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £55 / night

(2) Excellent 

17

Newtown holiday farmhouse rental

Isle of Wight / Newtown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden

from £71 / night

£495 - £1250 / week

Enquire View

from £71 / night

(9) Excellent 

Certificate of Excellence

20

Holiday home rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Home from Home - by the Seaside!” The cottage was warm, cosy and had some lovely homely touches that immediately made us feel at home. The location was perfect - under 5 minutes from the Red Funnel terminal, a stone's throw from the marina and a short
…see more

Certificate of Excellence

from £80 / night

£625 - £1120 / week

Book View

Responds fast!
avg. 1 hour 9 minutes

from £80 / night

(14) Excellent 

19

Apartment letting in Bembridge

Bembridge / St Helens, Bembridge

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Mrs” Fantastic stay. Keep going back. Such a great base to see the island and perfect for a couple or small family. We have also taken the parents -in-law who have taken one apartment and we the other.
…see more

from £45 / night

£225 - £365 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from £45 / night

(5) Excellent 

Certificate of Excellence

15

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

Certificate of Excellence

from £50 / night

£300 - £510 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £50 / night

(21) Excellent 

Certificate of Excellence

19

Cowes holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Homely little cottage in the heart of Cowes” A beautiful little cottage right in the heart of Cowes, within easy walking distance to all shops, pubs and resteraunts. Beautifully decorated and very comfortable accommodation. The only drawback is the p
…see more

Certificate of Excellence

from £60 / night

£1575 / week

Book View

from £60 / night

1